Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 29, Pages 6510-6513Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301021
Keywords
Olefination; Alkenes; Rearrangement; Sulfur; Lithium
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Funding
- National Natural Science Foundation of China (NSFC) [21172243]
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A novel olefination method based on the modified Julia olefination reaction was developed. The reactions of -carbonyl benzothiazol-2-yl sulfones with a series of alkynyllithiums and TMSCN gave the corresponding -alkoxy sulfone intermediates, which underwent facile Smiles rearrangement and spontaneous elimination to yield tetrasubstituted enynes and cyanoalkenes, respectively.
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